Acetone → HCID 22397065, compound

HRID 2187591Notes

Reaction equation

HRID 2187591 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]2=O)([O-:3])=[O:2].[CH3:15][C:16]([CH3:18])=O.[NH3:19]>>[CH3:15][C:16]1[CH:18]=[C:7]([C:8]([NH2:19])=[O:13])[C:6]2[C:10](=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:9]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 222AmmoniaHCID 46692505-Nitroisatin

Product 1

HCID 22397065HCID 22397065, compoundYield 79%

Conditions

Temperature
100 °C

Procedure

To 5-nitroisatin (19.21 g, 0.1 mol) were added acetone (36.7 ml, 0.5 mol) and aqueous ammonia (100 ml) and the mixture was heated in an autoclave at 100° C. for 12 hr. The reaction mixture was cooled to room temperature and the resulting crystals were collected by filtration and washed with water. The obtained crystals were dried by heating under reduced pressure to give 2-methyl-6-nitroquinoline-4-carboxamide (18.30 g, 79%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe resulting crystals were collected by filtration
  3. washwashed with water
  4. customThe obtained crystals were dried
  5. temperatureby heating under reduced pressure

Sources & evidence

ORD record
ord-8bff349554b04ccd90a8f795133b32f2
Source dataset
uspto-grants-2002_06
Patent number
US06410561B1

Reaction notes

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